DE19903306A1 - Organometallverbindung, Katalysatorsystem enthaltend diese Organometallverbindung und seine Verwendung - Google Patents
Organometallverbindung, Katalysatorsystem enthaltend diese Organometallverbindung und seine VerwendungInfo
- Publication number
- DE19903306A1 DE19903306A1 DE19903306A DE19903306A DE19903306A1 DE 19903306 A1 DE19903306 A1 DE 19903306A1 DE 19903306 A DE19903306 A DE 19903306A DE 19903306 A DE19903306 A DE 19903306A DE 19903306 A1 DE19903306 A1 DE 19903306A1
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- indenyl
- zirconium dichloride
- dichloride dimethylsilanediyl
- azapentalen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 73
- 150000002902 organometallic compounds Chemical class 0.000 title description 4
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 55
- 238000004519 manufacturing process Methods 0.000 claims abstract description 13
- 150000001336 alkenes Chemical class 0.000 claims abstract description 9
- -1 alkyl radical Chemical class 0.000 claims description 151
- 239000007983 Tris buffer Substances 0.000 claims description 40
- 150000003254 radicals Chemical group 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 20
- 229910052801 chlorine Inorganic materials 0.000 claims description 16
- 239000000460 chlorine Substances 0.000 claims description 16
- 125000005842 heteroatom Chemical group 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 15
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 229910052782 aluminium Inorganic materials 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 10
- 239000011737 fluorine Substances 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 9
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 9
- 125000004122 cyclic group Chemical group 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 8
- 230000000737 periodic effect Effects 0.000 claims description 8
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- ZLVQLTSJKUTCNH-UHFFFAOYSA-L [Cl-].[Cl-].[Zr+2].C[Si](=CC1=NC2=CC(=CC2=C1)C)C Chemical compound [Cl-].[Cl-].[Zr+2].C[Si](=CC1=NC2=CC(=CC2=C1)C)C ZLVQLTSJKUTCNH-UHFFFAOYSA-L 0.000 claims description 7
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 7
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 7
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 229920000098 polyolefin Polymers 0.000 claims description 7
- 229910052726 zirconium Inorganic materials 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 6
- FLJDLWIESSEPCG-UHFFFAOYSA-L C[Si](=CC1C=C2C=C(C=C2S1)C)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1C=C2C=C(C=C2S1)C)C.[Cl-].[Cl-].[Zr+2] FLJDLWIESSEPCG-UHFFFAOYSA-L 0.000 claims description 5
- MZQPVBRTTLTWGW-UHFFFAOYSA-L C[Si](=CC=1C=C2OCC=C2C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC=1C=C2OCC=C2C1)C.[Cl-].[Cl-].[Zr+2] MZQPVBRTTLTWGW-UHFFFAOYSA-L 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 5
- 150000005840 aryl radicals Chemical class 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 229910052710 silicon Inorganic materials 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 4
- 125000006736 (C6-C20) aryl group Chemical group 0.000 claims description 4
- XXMNSSKYPKSJOH-UHFFFAOYSA-L C[Si](=CC1=CC2=CC=NC2=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=CC=NC2=C1)C.[Cl-].[Cl-].[Zr+2] XXMNSSKYPKSJOH-UHFFFAOYSA-L 0.000 claims description 4
- LJDLJFKCGOQWLH-UHFFFAOYSA-L C[Si](=CC1=CC2=CCSC2=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=CCSC2=C1)C.[Cl-].[Cl-].[Zr+2] LJDLJFKCGOQWLH-UHFFFAOYSA-L 0.000 claims description 4
- GKPQATDUBIVTSI-UHFFFAOYSA-L C[Si](=CC1=CC2=CSCC2=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=CSCC2=C1)C.[Cl-].[Cl-].[Zr+2] GKPQATDUBIVTSI-UHFFFAOYSA-L 0.000 claims description 4
- LDQRBVBGWNQAEO-UHFFFAOYSA-L C[Si](=CC1C=C2C=C(C=C2N1C1=CC=CC=C1)C)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1C=C2C=C(C=C2N1C1=CC=CC=C1)C)C.[Cl-].[Cl-].[Zr+2] LDQRBVBGWNQAEO-UHFFFAOYSA-L 0.000 claims description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 239000012634 fragment Substances 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 229910052718 tin Inorganic materials 0.000 claims description 4
- COGMWBULKSMXCE-UHFFFAOYSA-L C[Si](=CC1=CC2=CCN(C2=C1)C1=CC=CC=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=CCN(C2=C1)C1=CC=CC=C1)C.[Cl-].[Cl-].[Zr+2] COGMWBULKSMXCE-UHFFFAOYSA-L 0.000 claims description 3
- GCPYSPSXOKVXOK-UHFFFAOYSA-L C[Si](=CC1C=C2C=C(C=C2O1)C)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1C=C2C=C(C=C2O1)C)C.[Cl-].[Cl-].[Zr+2] GCPYSPSXOKVXOK-UHFFFAOYSA-L 0.000 claims description 3
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 claims description 2
- FJTIXNPQMYWPRB-UHFFFAOYSA-N 2,5-dimethylcyclopenta[b]pyrrole Chemical compound CC1=NC2=CC(C)=CC2=C1 FJTIXNPQMYWPRB-UHFFFAOYSA-N 0.000 claims description 2
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- YXHFMWCOJORPHF-UHFFFAOYSA-L C[Si](=CC1=CC2=CN(CC2=C1)C1=CC=CC=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=CN(CC2=C1)C1=CC=CC=C1)C.[Cl-].[Cl-].[Zr+2] YXHFMWCOJORPHF-UHFFFAOYSA-L 0.000 claims description 2
- SFJZQGYBQXBYDT-UHFFFAOYSA-L C[Si](=CC1=CC2=CN=CC2=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=CN=CC2=C1)C.[Cl-].[Cl-].[Zr+2] SFJZQGYBQXBYDT-UHFFFAOYSA-L 0.000 claims description 2
- JIJRFIGFKMTHCB-UHFFFAOYSA-L C[Si](=CC1=CC2=COCC2=C1)C.[Cl-].[Cl-].[Zr+2] Chemical compound C[Si](=CC1=CC2=COCC2=C1)C.[Cl-].[Cl-].[Zr+2] JIJRFIGFKMTHCB-UHFFFAOYSA-L 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- 229910007926 ZrCl Inorganic materials 0.000 claims description 2
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- VAZKROOLPOKMTJ-UHFFFAOYSA-N cyclopenta[b]pyrrol-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CC=NC2=C1)C VAZKROOLPOKMTJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 2
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 claims description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 2
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 2
- 125000004407 fluoroaryl group Chemical group 0.000 claims description 2
- 229910052732 germanium Inorganic materials 0.000 claims description 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052735 hafnium Inorganic materials 0.000 claims description 2
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 8
- YJPRSAQSMGYBGL-UHFFFAOYSA-N 1H-cyclopenta[c]thiophen-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CSCC2=C1)C YJPRSAQSMGYBGL-UHFFFAOYSA-N 0.000 claims 1
- VAFGZWDYTDHMCR-UHFFFAOYSA-N 2H-cyclopenta[b]furan-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CCOC2=C1)C VAFGZWDYTDHMCR-UHFFFAOYSA-N 0.000 claims 1
- ZGEGEMSWVWZKKD-UHFFFAOYSA-N 5-methyl-1-phenyl-2h-cyclopenta[b]pyrrole Chemical compound C12=CC(C)=CC2=CCN1C1=CC=CC=C1 ZGEGEMSWVWZKKD-UHFFFAOYSA-N 0.000 claims 1
- UGHVVZPWSGOULV-UHFFFAOYSA-L C[Si](=CC=1C=C2N(CC=C2C1)C1=CC=CC=C1)C.[Cl-].[Cl-].C(C)(C)C1=CC=C(C=C1)C=1C(C2=CC=CC=C2C1)[Zr+2] Chemical compound C[Si](=CC=1C=C2N(CC=C2C1)C1=CC=CC=C1)C.[Cl-].[Cl-].C(C)(C)C1=CC=C(C=C1)C=1C(C2=CC=CC=C2C1)[Zr+2] UGHVVZPWSGOULV-UHFFFAOYSA-L 0.000 claims 1
- GEJFBLUJSIHYQR-UHFFFAOYSA-N C[Si](C)=CC(C=C12)=CC1=CCN2C1=CC=CC=C1.Cl.Cl Chemical compound C[Si](C)=CC(C=C12)=CC1=CCN2C1=CC=CC=C1.Cl.Cl GEJFBLUJSIHYQR-UHFFFAOYSA-N 0.000 claims 1
- BLFCYYGCMHNPKX-UHFFFAOYSA-N cyclopenta[b]phosphol-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CC=PC2=C1)C BLFCYYGCMHNPKX-UHFFFAOYSA-N 0.000 claims 1
- UOKWFSNVSIMQSB-UHFFFAOYSA-N dimethyl-[(5-methyl-2H-cyclopenta[b]thiophen-2-yl)methylidene]silane Chemical compound C[Si](=CC1C=C2C=C(C=C2S1)C)C UOKWFSNVSIMQSB-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 27
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 42
- 239000000843 powder Substances 0.000 description 39
- 239000000203 mixture Substances 0.000 description 32
- 239000000243 solution Substances 0.000 description 32
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 27
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 26
- 239000002904 solvent Substances 0.000 description 26
- 239000004743 Polypropylene Substances 0.000 description 23
- 239000012876 carrier material Substances 0.000 description 20
- 230000000694 effects Effects 0.000 description 19
- 238000000921 elemental analysis Methods 0.000 description 15
- 150000002430 hydrocarbons Chemical group 0.000 description 15
- 238000007689 inspection Methods 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- 229920001577 copolymer Polymers 0.000 description 13
- 229920001155 polypropylene Polymers 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 12
- 239000011148 porous material Substances 0.000 description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 10
- 239000000725 suspension Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- OSCBARYHPZZEIS-UHFFFAOYSA-N phenoxyboronic acid Chemical compound OB(O)OC1=CC=CC=C1 OSCBARYHPZZEIS-UHFFFAOYSA-N 0.000 description 9
- 241000282326 Felis catus Species 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 150000002431 hydrogen Chemical class 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 238000006297 dehydration reaction Methods 0.000 description 6
- 239000012968 metallocene catalyst Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 239000002841 Lewis acid Substances 0.000 description 5
- 150000004645 aluminates Chemical class 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 239000000969 carrier Substances 0.000 description 5
- YNIAZEDCCPGOTJ-UHFFFAOYSA-N dimethyl-[(5-methyl-1-phenyl-2H-cyclopenta[b]pyrrol-2-yl)methylidene]silane Chemical compound C[Si](=CC1N(C2=CC(=CC2=C1)C)C1=CC=CC=C1)C YNIAZEDCCPGOTJ-UHFFFAOYSA-N 0.000 description 5
- 150000007517 lewis acids Chemical class 0.000 description 5
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 5
- 230000037048 polymerization activity Effects 0.000 description 5
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 5
- OLFPYUPGPBITMH-UHFFFAOYSA-N tritylium Chemical compound C1=CC=CC=C1[C+](C=1C=CC=CC=1)C1=CC=CC=C1 OLFPYUPGPBITMH-UHFFFAOYSA-N 0.000 description 5
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 5
- LKCNBWOMZOFEGO-UHFFFAOYSA-N 2H-cyclopenta[b]thiophen-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CCSC2=C1)C LKCNBWOMZOFEGO-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 238000007872 degassing Methods 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 150000008040 ionic compounds Chemical class 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000002815 homogeneous catalyst Substances 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 229910052809 inorganic oxide Inorganic materials 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 239000013557 residual solvent Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
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- YFDAMRSZJLWUSQ-UHFFFAOYSA-N tris(2-methylphenyl)borane Chemical compound CC1=CC=CC=C1B(C=1C(=CC=CC=1)C)C1=CC=CC=C1C YFDAMRSZJLWUSQ-UHFFFAOYSA-N 0.000 description 1
- LKNHGIFPRLUGEG-UHFFFAOYSA-N tris(3,4,5-trifluorophenyl)borane Chemical compound FC1=C(F)C(F)=CC(B(C=2C=C(F)C(F)=C(F)C=2)C=2C=C(F)C(F)=C(F)C=2)=C1 LKNHGIFPRLUGEG-UHFFFAOYSA-N 0.000 description 1
- OHSAEOPCBBOWPU-UHFFFAOYSA-N tris(3,5-dimethylphenyl)borane Chemical compound CC1=CC(C)=CC(B(C=2C=C(C)C=C(C)C=2)C=2C=C(C)C=C(C)C=2)=C1 OHSAEOPCBBOWPU-UHFFFAOYSA-N 0.000 description 1
- YPVVTWIAXFPZLS-UHFFFAOYSA-N tris(4-fluorophenyl)borane Chemical compound C1=CC(F)=CC=C1B(C=1C=CC(F)=CC=1)C1=CC=C(F)C=C1 YPVVTWIAXFPZLS-UHFFFAOYSA-N 0.000 description 1
- OSMBUUFIZBTSNO-UHFFFAOYSA-N tris[4-(fluoromethyl)phenyl]borane Chemical compound C1=CC(CF)=CC=C1B(C=1C=CC(CF)=CC=1)C1=CC=C(CF)C=C1 OSMBUUFIZBTSNO-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
- C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
- C08F4/65927—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/943—Polymerization with metallocene catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19903306A DE19903306A1 (de) | 1999-01-28 | 1999-01-28 | Organometallverbindung, Katalysatorsystem enthaltend diese Organometallverbindung und seine Verwendung |
| PCT/EP1999/007087 WO2000020466A1 (de) | 1998-10-01 | 1999-09-23 | Katalysatorsystem |
| DE59908742T DE59908742D1 (de) | 1998-12-12 | 1999-12-09 | Zwitterionische, neutrale übergansmetallverbindung |
| ES99962247T ES2217859T3 (es) | 1998-12-12 | 1999-12-09 | Compuesto de metal de transicion zwitterionico, neutro. |
| JP2000588228A JP2002532584A (ja) | 1998-12-12 | 1999-12-09 | 遷移金属化合物 |
| EP99962247A EP1054914B1 (de) | 1998-12-12 | 1999-12-09 | Zwitterionische, neutrale übergansmetallverbindung |
| PCT/EP1999/009682 WO2000035973A1 (de) | 1998-12-12 | 1999-12-09 | Zwitterionische neutrale borenthaltende übergangsmetallverbindung |
| US09/622,205 US6486277B1 (en) | 1998-12-12 | 1999-12-09 | Zwitterionic transition metal compound which contains boron |
| AT99962247T ATE260945T1 (de) | 1998-12-12 | 1999-12-09 | Zwitterionische, neutrale übergansmetallverbindung |
| US09/646,176 US6469114B1 (en) | 1999-01-28 | 2000-01-22 | Metallocene compound and polymerization catalyst comprising heterocyclic group |
| PCT/EP2000/000471 WO2000044799A1 (de) | 1999-01-28 | 2000-01-22 | Organometallverbindung, katalysatorsystem enthaltend diese organometallverbindung und seine verwendung |
| BR0004493-8A BR0004493A (pt) | 1999-01-28 | 2000-01-22 | Composto, uso do mesmo, sistema de catalisador, uso do mesmo, e, processo para preparar poliolefinas |
| EP00910601A EP1082363A1 (de) | 1999-01-28 | 2000-01-22 | Organometallverbindung, katalysatorsystem enthaltend diese organometallverbindung und seine verwendung |
| JP2000596054A JP2002535416A (ja) | 1999-01-28 | 2000-01-22 | 有機金属化合物、この有機金属化合物を含む触媒組成物およびその使用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19903306A DE19903306A1 (de) | 1999-01-28 | 1999-01-28 | Organometallverbindung, Katalysatorsystem enthaltend diese Organometallverbindung und seine Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19903306A1 true DE19903306A1 (de) | 2000-08-03 |
Family
ID=7895623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19903306A Withdrawn DE19903306A1 (de) | 1998-10-01 | 1999-01-28 | Organometallverbindung, Katalysatorsystem enthaltend diese Organometallverbindung und seine Verwendung |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6469114B1 (cg-RX-API-DMAC7.html) |
| EP (1) | EP1082363A1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP2002535416A (cg-RX-API-DMAC7.html) |
| BR (1) | BR0004493A (cg-RX-API-DMAC7.html) |
| DE (1) | DE19903306A1 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2000044799A1 (cg-RX-API-DMAC7.html) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002026842A1 (en) * | 2000-09-26 | 2002-04-04 | Bp Chemicals Limited | Supported catalyst systems |
| WO2002100909A1 (en) * | 2001-06-12 | 2002-12-19 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| US7615597B2 (en) | 2002-09-06 | 2009-11-10 | Basell Polyolefine Gmbh | Process for the copolymerization of ethylene |
| CN102875604A (zh) * | 2007-12-28 | 2013-01-16 | 切弗朗菲利浦化学公司 | 纳米级连接的茂金属催化剂组合物及其聚合物产品 |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6555634B1 (en) * | 1999-05-13 | 2003-04-29 | The Dow Chemical Company | Di- and tri-heteroatom substituted indenyl metal complexes |
| US6211311B1 (en) * | 1999-05-25 | 2001-04-03 | Equistar Chemicals, L.P. | Supported olefin polymerization catalysts |
| EP1074557A3 (de) * | 1999-07-31 | 2003-02-26 | Basell Polyolefine GmbH | Übergangsmetallverbindung, Ligandensystem, Katalysatorsystem und seine Verwendung zur Polymerisation von Olefinen |
| EP1250365A2 (de) * | 1999-12-23 | 2002-10-23 | Basell Polypropylen GmbH | Übergangsmetallverbindung, ligandensystem, katalysatorsystem und seine verwendung zur polymerisation und copolymerisation von olefinen |
| EP1254075B1 (en) | 2000-01-21 | 2007-02-21 | U.S. Borax Inc. | Nonaborate compositions and their preparation |
| WO2002100908A1 (en) * | 2001-06-12 | 2002-12-19 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| DE10158656A1 (de) * | 2001-11-30 | 2003-06-26 | Basell Polyolefine Gmbh | Organoübergangsmetallverbindung, Biscyclopentadienylligandsystem, Katalysatorsystem und Verfahren zur Herstellung von Polyolefinen |
| JP2006502260A (ja) * | 2002-10-10 | 2006-01-19 | バセル ポリオレフィン ジーエムビーエイチ | エチレンの共重合方法 |
| US7550528B2 (en) | 2002-10-15 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Functionalized olefin polymers |
| KR101113341B1 (ko) | 2002-10-15 | 2012-09-27 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 올레핀 중합용 다중 촉매 시스템 및 이로부터 제조된중합체 |
| US7541402B2 (en) | 2002-10-15 | 2009-06-02 | Exxonmobil Chemical Patents Inc. | Blend functionalized polyolefin adhesive |
| US7223822B2 (en) | 2002-10-15 | 2007-05-29 | Exxonmobil Chemical Patents Inc. | Multiple catalyst and reactor system for olefin polymerization and polymers produced therefrom |
| US7589160B2 (en) * | 2002-12-04 | 2009-09-15 | Basell Polyolefine Gmbh | Process for preparing 1-butene polymers |
| DE60329523D1 (de) * | 2002-12-04 | 2009-11-12 | Basell Polyolefine Gmbh | 1-Buten-Copolymere und Herstellungsverfahren dafür |
| EP1664139A1 (en) * | 2003-09-11 | 2006-06-07 | Basell Polyolefine GmbH | Multistep process for preparing heterophasic propylene copolymers |
| US6903170B2 (en) * | 2003-09-29 | 2005-06-07 | Equistar Chemicals, Lp | Olefin polymerization process using triisobutylaluminum as a scavenger |
| DE102004020525A1 (de) * | 2004-04-26 | 2005-11-10 | Basell Polyolefine Gmbh | Katalysatorsystem zur Olefinpolymerisation, dessen Herstellung und Verwendung |
| JP2008501659A (ja) * | 2004-06-04 | 2008-01-24 | バーゼル、ポリオレフィン、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツング | 遷移金属化合物、リガンド、触媒組成物及びポリオレフィンを製造する方法 |
| US7169864B2 (en) * | 2004-12-01 | 2007-01-30 | Novolen Technology Holdings, C.V. | Metallocene catalysts, their synthesis and their use for the polymerization of olefins |
| US7232869B2 (en) * | 2005-05-17 | 2007-06-19 | Novolen Technology Holdings, C.V. | Catalyst composition for olefin polymerization |
| EP1847555A1 (en) * | 2006-04-18 | 2007-10-24 | Borealis Technology Oy | Multi-branched Polypropylene |
| EP2573091A1 (en) | 2011-09-23 | 2013-03-27 | Lummus Novolen Technology Gmbh | Process for recycling of free ligand from their corresponding metallocene complexes |
| US12421334B2 (en) | 2019-06-13 | 2025-09-23 | Lg Chem, Ltd. | Hybrid supported metallocene catalyst and method of preparing polypropylene using the same |
| KR102524952B1 (ko) | 2019-06-13 | 2023-04-24 | 주식회사 엘지화학 | 신규 전이금속 화합물 및 이를 이용한 폴리프로필렌의 제조방법 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2197377T3 (es) * | 1996-11-15 | 2004-01-01 | Basell Polyolefine Gmbh | Metalocenos heterociclicos y catalizadores de polimerizacion. |
| US6451724B1 (en) * | 1997-11-12 | 2002-09-17 | Basell Technology Company Bv | Metallocenes and catalysts for olefin-polymerisation |
| DE19804970A1 (de) * | 1998-02-07 | 1999-08-12 | Aventis Res & Tech Gmbh & Co | Katalysatorsystem |
-
1999
- 1999-01-28 DE DE19903306A patent/DE19903306A1/de not_active Withdrawn
-
2000
- 2000-01-22 EP EP00910601A patent/EP1082363A1/de not_active Withdrawn
- 2000-01-22 US US09/646,176 patent/US6469114B1/en not_active Expired - Lifetime
- 2000-01-22 BR BR0004493-8A patent/BR0004493A/pt not_active Application Discontinuation
- 2000-01-22 JP JP2000596054A patent/JP2002535416A/ja not_active Ceased
- 2000-01-22 WO PCT/EP2000/000471 patent/WO2000044799A1/de not_active Ceased
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002026842A1 (en) * | 2000-09-26 | 2002-04-04 | Bp Chemicals Limited | Supported catalyst systems |
| WO2002100909A1 (en) * | 2001-06-12 | 2002-12-19 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| US7074864B2 (en) | 2001-06-12 | 2006-07-11 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| US7476717B2 (en) | 2001-06-12 | 2009-01-13 | Basell Polyolefine Gmbh | Butene-1 homopolymer |
| US7619051B2 (en) | 2001-06-12 | 2009-11-17 | Basell Polyolefine Gmbh | Butene-1/ethylene copolymer |
| US7615597B2 (en) | 2002-09-06 | 2009-11-10 | Basell Polyolefine Gmbh | Process for the copolymerization of ethylene |
| CN102875604A (zh) * | 2007-12-28 | 2013-01-16 | 切弗朗菲利浦化学公司 | 纳米级连接的茂金属催化剂组合物及其聚合物产品 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1082363A1 (de) | 2001-03-14 |
| US6469114B1 (en) | 2002-10-22 |
| WO2000044799A1 (de) | 2000-08-03 |
| JP2002535416A (ja) | 2002-10-22 |
| BR0004493A (pt) | 2000-12-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8127 | New person/name/address of the applicant |
Owner name: BASELL POLYOLEFINE GMBH, 77694 KEHL, DE |
|
| 8139 | Disposal/non-payment of the annual fee |